This story reflects my first proper sexual experience. I had experience's with girls my age growing up but had never gone to third base before.
Growing up in Melbourne i was quite the innocent boy. I lived in a double story house in the suburbs and always loved playing outside in my backyard. We had elderly neighbours who were lovely and would always invite me around to help do chores. One day they decided to sell their property and leave to an aged care home. As devastated as I was since they were such lovely people I was also excited to see who my new neighbour could potentially be.
It was a bright sunny day when i first laid eyes on her. I was 18 and was on holidays up in my room on the second floor aimlessly looking out the window when i finally caught my neighbour a 45 year old 5ft 5 blonde with DD tits in the tiniest bikini laying by the pool getting a suntan. Being 18 and horny I did what any other guy would do i pulled down my pants and dropped my first load for this woman in the comfort of my room. She had the most perfect figure and I knew i had to get a closer look. Her DD chest was barely contained by her bikini top and the bikini bottom was low cut covering just enough of her round bottom.
Being on holidays and nothing better to do I decided to go over & introduce myself, but I needed an excuse to go over. That's when I came up with the idea of kicking a soccer ball over the fence to land next to her. As planned, I kicked the ball over the fence & yelled over the fence. "Excuse me Ms, do you mind me coming over to get the ball," which she gladly accepted. There was a side gate that led to her backyard which I went through, all whilst my heart was racing & slowly getting a boner in anticipation of what was going to happen. I had always fantasied about the idea of a milf next door for so long and the thought of maybe having a chance with my neighbour had me light headed. Obviously without knowing her I had to tread lightly, to see if she would even entertain getting with a younger guy. I had a million thoughts racing through my head but as i turned the corner towards the pool I stood still for a minute and was stunned at how beautiful she was. She was laying flat on the sunbed with her ass up and bikini top off. The sun glistened off her perfect ass and all i could think about was having my hands all over that body.
"Hi, i'm Jane she says to me, nice to meet you." I walk over to her "Hi i'm Jake, lovely to meet you" i say. The next words that came out of her mouth shocked me. "Hey do you mind could you put some sunscreen on my back please." I then proceed to grab the sunscreen and start applying and rubbing it all across her back. We small talk for a while & as she gets more comfortable she relaxes more allowing me to massage her deeper and be more frisky with her. She lets out small moans and sighs as i massage her. At this stage she's not talking to me as she has her eyes closed and is just enjoying my massage. I take this as a cue and my hands move lower down her body. She moans louder and louder as I get to her ass and I take this as a cue that she is "game" to take things further. Pulling down her panties I am now on top of her and I'm sliding on top of her with my dick grazing her ass. Her moans then turn to her saying enough of this "I want you inside me". She didn't need to tell me twice. I pull out my cock and slide my dick into her now wet pussy. At this stage we both were so horny that we didn't even think about protection. My dick was raw in her pussy and i was pounding her doggy style with a handful of her hair in my hand. Every stroke she moaned my name and begged me to fuck her harder. As a gentleman I did as she asked and proceeded to penetrate her deeper and harder as she screamed in satisfaction. It took about 5 minutes before i unloaded my first load in her, cum oozing out of her pussy. Being young I was inexperienced but she was great coaching me through various positions as we continued to fuck in the sun for another hour. We finished and laid in each others arms kissing passionately before I had to leave for my part time work.
This was my first experience with Jane and I continued to fuck her for several years. If you want to hear part 2 please comment and I will write it when I get the chance.